#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:32:52 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257634 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/97/7059738.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7059738
loop_
_publ_author_name
'Podder, Nirmalya'
'Mandal, Sukanta'
_publ_section_title
;
 Aerobic oxidation of 2-aminophenol catalysed by a series of mononuclear
 copper(ii) complexes: phenoxazinone synthase-like activity and
 mechanistic study
;
_journal_issue                   29
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12793
_journal_page_last               12805
_journal_paper_doi               10.1039/D0NJ02558E
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C18 H14 Cl2 Cu N4, O'
_chemical_formula_sum            'C18 H14 Cl2 Cu N4 O'
_chemical_formula_weight         436.77
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-06-14 deposited with the CCDC.	2020-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                94.12(5)
_cell_angle_beta                 98.00(4)
_cell_angle_gamma                109.84(5)
_cell_formula_units_Z            2
_cell_length_a                   8.706(6)
_cell_length_b                   9.442(8)
_cell_length_c                   11.725(9)
_cell_measurement_reflns_used    3127
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.410
_cell_measurement_theta_min      2.312
_cell_volume                     890.4(12)
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker Saint Plus'
_computing_molecular_graphics
'Ortep-3 for Windows ver 2014.1 University of Glasgow 2014'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker SMART APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7704
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.410
_diffrn_reflns_theta_min         2.312
_exptl_absorpt_coefficient_mu    1.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-v.2.10 was used for absorption correction.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_description       block
_exptl_crystal_F_000             442
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   0.884
_exptl_transmission_factor_min   0.831
_refine_diff_density_max         1.211
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3127
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1000
_refine_ls_R_factor_gt           0.0777
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1210P)²+2.8240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2084
_refine_ls_wR_factor_ref         0.2289
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2333
_reflns_number_total             3127
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj02558e2.cif
_cod_data_source_block           complex2-H2O
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_space_group_crystal_system' value 'Triclinic' was changed
to 'triclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7059736--7059738.cif.

 Adding full bibliography for 7059736--7059738.cif.
;
_cod_original_cell_volume        890.5(12)
_cod_database_code               7059738
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.831
_shelx_estimated_absorpt_t_max   0.884
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.15884(10) 0.64369(10) 0.16039(8) 0.0541(4) Uani 1 1 d . . . . .
Cl2 Cl 0.3893(2) 0.6120(2) 0.11758(19) 0.0639(5) Uani 1 1 d . . . . .
Cl1 Cl 0.2679(3) 0.8792(2) 0.30331(17) 0.0642(5) Uani 1 1 d . . . . .
C11 C -0.0722(8) 0.7272(8) 0.0153(6) 0.0470(15) Uani 1 1 d . . . . .
N2 N -0.0920(9) 0.5870(7) 0.1667(6) 0.0638(17) Uani 1 1 d . . . . .
N4 N -0.1102(8) 0.8042(8) -0.0657(6) 0.0625(16) Uani 1 1 d . . . . .
N3 N 0.0916(8) 0.7352(8) 0.0243(6) 0.0639(17) Uani 1 1 d . . . . .
N1 N 0.1183(9) 0.4931(8) 0.2841(7) 0.074(2) Uani 1 1 d . . . . .
C13 C 0.0351(8) 0.8722(8) -0.1184(6) 0.0514(17) Uani 1 1 d . . . . .
C10 C -0.1668(11) 0.6397(10) 0.0972(8) 0.067(2) Uani 1 1 d . . . . .
C8 C -0.0364(11) 0.4421(9) 0.3141(8) 0.067(2) Uani 1 1 d . . . . .
C7 C -0.1450(10) 0.4931(9) 0.2492(7) 0.0594(19) Uani 1 1 d . . . . .
C9 C -0.0775(10) 0.3474(9) 0.3944(8) 0.065(2) Uani 1 1 d . . . . .
C18 C 0.1506(11) 0.8216(9) -0.0559(7) 0.065(2) Uani 1 1 d . . . . .
C17 C 0.3151(10) 0.8696(10) -0.0832(9) 0.072(2) Uani 1 1 d . . . . .
H17 H 0.3979 0.8387 -0.0465 0.087 Uiso 1 1 calc R U . . .
C1 C 0.2299(12) 0.4414(12) 0.3461(8) 0.077(3) Uani 1 1 d . . . . .
H1 H 0.3371 0.4738 0.3299 0.093 Uiso 1 1 calc R U . . .
C12 C -0.2660(10) 0.8179(11) -0.1022(8) 0.072(2) Uani 1 1 d . . . . .
H12A H -0.3385 0.7267 -0.1504 0.107 Uiso 1 1 calc R U . . .
H12B H -0.2515 0.9027 -0.1454 0.107 Uiso 1 1 calc R U . . .
H12C H -0.3136 0.8335 -0.0354 0.107 Uiso 1 1 calc R U . . .
C2 C 0.1975(14) 0.3463(12) 0.4298(10) 0.087(3) Uani 1 1 d . . . . .
H2 H 0.2811 0.3171 0.4674 0.104 Uiso 1 1 calc R U . . .
C6 C -0.3126(12) 0.4445(12) 0.2753(9) 0.081(3) Uani 1 1 d . . . . .
H6 H -0.3897 0.4803 0.2361 0.097 Uiso 1 1 calc R U . . .
C16 C 0.3405(11) 0.9644(11) -0.1672(9) 0.078(3) Uani 1 1 d . . . . .
H16 H 0.4456 0.9995 -0.1870 0.093 Uiso 1 1 calc R U . . .
C5 C -0.3581(11) 0.3511(11) 0.3529(9) 0.078(2) Uani 1 1 d . . . . .
H5 H -0.4675 0.3198 0.3647 0.094 Uiso 1 1 calc R U . . .
C14 C 0.0578(12) 0.9650(10) -0.2015(8) 0.076(2) Uani 1 1 d . . . . .
H14 H -0.0256 0.9946 -0.2391 0.091 Uiso 1 1 calc R U . . .
C4 C -0.2453(14) 0.2968(12) 0.4189(9) 0.089(3) Uani 1 1 d . . . . .
H4 H -0.2770 0.2326 0.4747 0.106 Uiso 1 1 calc R U . . .
C3 C 0.0358(15) 0.2922(12) 0.4592(9) 0.090(3) Uani 1 1 d . . . . .
H3 H 0.0074 0.2273 0.5151 0.108 Uiso 1 1 calc R U . . .
C15 C 0.2179(11) 1.0123(11) -0.2256(9) 0.079(3) Uani 1 1 d . . . . .
H15 H 0.2448 1.0770 -0.2817 0.095 Uiso 1 1 calc R U . . .
O1 O 0.4055(13) 0.1447(12) 0.5401(9) 0.136(3) Uani 1 1 d . . . . .
H10 H -0.305(15) 0.604(14) 0.094(11) 0.13(4) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N2 80.4(3) . . ?
N3 Cu1 N1 154.6(3) . . ?
N2 Cu1 N1 76.2(3) . . ?
N3 Cu1 Cl2 101.4(2) . . ?
N2 Cu1 Cl2 157.5(2) . . ?
N1 Cu1 Cl2 96.5(2) . . ?
N3 Cu1 Cl1 97.5(2) . . ?
N2 Cu1 Cl1 98.51(19) . . ?
N1 Cu1 Cl1 95.6(2) . . ?
Cl2 Cu1 Cl1 103.45(9) . . ?
N4 C11 N3 111.5(6) . . ?
N4 C11 C10 132.5(7) . . ?
N3 C11 C10 115.9(6) . . ?
C10 N2 C7 131.1(8) . . ?
C10 N2 Cu1 115.2(6) . . ?
C7 N2 Cu1 113.8(5) . . ?
C11 N4 C12 127.6(7) . . ?
C11 N4 C13 108.6(6) . . ?
C12 N4 C13 123.8(7) . . ?
C18 N3 C11 104.6(7) . . ?
C18 N3 Cu1 143.0(6) . . ?
C11 N3 Cu1 111.6(5) . . ?
C8 N1 C1 113.6(8) . . ?
C8 N1 Cu1 117.9(6) . . ?
C1 N1 Cu1 128.4(6) . . ?
C14 C13 C18 128.3(8) . . ?
C14 C13 N4 130.3(7) . . ?
C18 C13 N4 101.4(6) . . ?
N2 C10 C11 116.4(8) . . ?
N2 C10 H10 117(6) . . ?
C11 C10 H10 126(6) . . ?
C9 C8 C7 124.2(9) . . ?
C9 C8 N1 123.7(9) . . ?
C7 C8 N1 112.0(8) . . ?
C8 C7 N2 119.9(8) . . ?
C8 C7 C6 115.8(8) . . ?
N2 C7 C6 124.3(7) . . ?
C8 C9 C3 123.6(9) . . ?
C8 C9 C4 120.0(8) . . ?
C3 C9 C4 116.5(9) . . ?
N3 C18 C13 113.9(7) . . ?
N3 C18 C17 128.4(9) . . ?
C13 C18 C17 117.6(8) . . ?
C16 C17 C18 114.9(9) . . ?
C16 C17 H17 122.6 . . ?
C18 C17 H17 122.6 . . ?
C2 C1 N1 125.9(9) . . ?
C2 C1 H1 117.1 . . ?
N1 C1 H1 117.1 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 C2 C3 120.1(10) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C5 C6 C7 121.8(9) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C17 C16 C15 124.3(8) . . ?
C17 C16 H16 117.9 . . ?
C15 C16 H16 117.9 . . ?
C6 C5 C4 122.1(9) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C13 C14 C15 113.4(9) . . ?
C13 C14 H14 123.3 . . ?
C15 C14 H14 123.3 . . ?
C5 C4 C9 116.1(8) . . ?
C5 C4 H4 122.0 . . ?
C9 C4 H4 122.0 . . ?
C9 C3 C2 113.1(10) . . ?
C9 C3 H3 123.4 . . ?
C2 C3 H3 123.4 . . ?
C14 C15 C16 121.6(10) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N3 1.980(7) . ?
Cu1 N2 2.078(7) . ?
Cu1 N1 2.085(8) . ?
Cu1 Cl2 2.243(2) . ?
Cu1 Cl1 2.499(3) . ?
C11 N4 1.310(10) . ?
C11 N3 1.390(9) . ?
C11 C10 1.468(12) . ?
N2 C10 1.211(10) . ?
N2 C7 1.380(11) . ?
N4 C12 1.416(10) . ?
N4 C13 1.456(10) . ?
N3 C18 1.332(10) . ?
N1 C8 1.373(11) . ?
N1 C1 1.374(11) . ?
C13 C14 1.348(12) . ?
C13 C18 1.395(11) . ?
C10 H10 1.13(12) . ?
C8 C9 1.345(12) . ?
C8 C7 1.367(11) . ?
C7 C6 1.457(12) . ?
C9 C3 1.421(13) . ?
C9 C4 1.452(13) . ?
C18 C17 1.437(11) . ?
C17 C16 1.369(14) . ?
C17 H17 0.9300 . ?
C1 C2 1.371(15) . ?
C1 H1 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C2 C3 1.426(15) . ?
C2 H2 0.9300 . ?
C6 C5 1.320(13) . ?
C6 H6 0.9300 . ?
C16 C15 1.407(14) . ?
C16 H16 0.9300 . ?
C5 C4 1.419(14) . ?
C5 H5 0.9300 . ?
C14 C15 1.388(13) . ?
C14 H14 0.9300 . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C15 H15 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C11 N4 C12 177.7(7) . . . . ?
C10 C11 N4 C12 -3.9(13) . . . . ?
N3 C11 N4 C13 -0.1(8) . . . . ?
C10 C11 N4 C13 178.4(7) . . . . ?
N4 C11 N3 C18 0.0(8) . . . . ?
C10 C11 N3 C18 -178.7(7) . . . . ?
N4 C11 N3 Cu1 172.0(5) . . . . ?
C10 C11 N3 Cu1 -6.7(8) . . . . ?
C11 N4 C13 C14 -177.3(8) . . . . ?
C12 N4 C13 C14 4.8(13) . . . . ?
C11 N4 C13 C18 0.1(8) . . . . ?
C12 N4 C13 C18 -177.8(7) . . . . ?
C7 N2 C10 C11 -175.4(7) . . . . ?
Cu1 N2 C10 C11 3.5(9) . . . . ?
N4 C11 C10 N2 -176.3(8) . . . . ?
N3 C11 C10 N2 2.1(10) . . . . ?
C1 N1 C8 C9 -1.5(12) . . . . ?
Cu1 N1 C8 C9 -178.6(7) . . . . ?
C1 N1 C8 C7 -178.7(7) . . . . ?
Cu1 N1 C8 C7 4.2(9) . . . . ?
C9 C8 C7 N2 -178.3(8) . . . . ?
N1 C8 C7 N2 -1.1(11) . . . . ?
C9 C8 C7 C6 2.9(13) . . . . ?
N1 C8 C7 C6 -179.9(7) . . . . ?
C10 N2 C7 C8 176.5(8) . . . . ?
Cu1 N2 C7 C8 -2.5(9) . . . . ?
C10 N2 C7 C6 -4.7(14) . . . . ?
Cu1 N2 C7 C6 176.3(7) . . . . ?
C7 C8 C9 C3 178.3(8) . . . . ?
N1 C8 C9 C3 1.5(14) . . . . ?
C7 C8 C9 C4 -1.9(13) . . . . ?
N1 C8 C9 C4 -178.8(8) . . . . ?
C11 N3 C18 C13 0.1(9) . . . . ?
Cu1 N3 C18 C13 -167.5(7) . . . . ?
C11 N3 C18 C17 178.7(8) . . . . ?
Cu1 N3 C18 C17 11.1(15) . . . . ?
C14 C13 C18 N3 177.3(8) . . . . ?
N4 C13 C18 N3 -0.1(9) . . . . ?
C14 C13 C18 C17 -1.5(12) . . . . ?
N4 C13 C18 C17 -178.9(6) . . . . ?
N3 C18 C17 C16 -177.1(8) . . . . ?
C13 C18 C17 C16 1.5(11) . . . . ?
C8 N1 C1 C2 0.8(13) . . . . ?
Cu1 N1 C1 C2 177.5(7) . . . . ?
N1 C1 C2 C3 0.0(16) . . . . ?
C8 C7 C6 C5 -3.1(14) . . . . ?
N2 C7 C6 C5 178.1(9) . . . . ?
C18 C17 C16 C15 -0.8(13) . . . . ?
C7 C6 C5 C4 2.5(16) . . . . ?
C18 C13 C14 C15 0.5(13) . . . . ?
N4 C13 C14 C15 177.3(7) . . . . ?
C6 C5 C4 C9 -1.3(15) . . . . ?
C8 C9 C4 C5 0.9(14) . . . . ?
C3 C9 C4 C5 -179.3(9) . . . . ?
C8 C9 C3 C2 -0.5(13) . . . . ?
C4 C9 C3 C2 179.7(8) . . . . ?
C1 C2 C3 C9 -0.2(13) . . . . ?
C13 C14 C15 C16 0.3(13) . . . . ?
C17 C16 C15 C14 -0.1(15) . . . . ?
